Abstract
The reaction of sodium cyclopentadienide with RCOOEt (R=Me, Ph, 2-thienyl, or OEt) or ButCOCl followed by Vilsmeier reagent in the presence of excess sodium methoxide produces the 2-substituted-6-dimethylaminofulvenes 1a-e in modest yields. Basic hydrolysis results in the formation of 2-substituted-6-hydroxyfulvenes 2a-e in very good yields. Subsequent deprotonation with TlOEt yields the 1-formyl-2-acyl or carboethoxy cyclopentadienylthallium compounds 3a-e.
| Original language | English |
|---|---|
| Pages (from-to) | 268-274 |
| Number of pages | 7 |
| Journal | Journal of Organometallic Chemistry |
| Volume | 642 |
| Issue number | 1-2 |
| DOIs | |
| State | Published - 2002 |
Bibliographical note
Funding Information:We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for support of this research.
Funding
We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for support of this research.
| Funders | Funder number |
|---|---|
| US Department of Energy | DE-FG02-00ER45847, 10186-00-23 |
| National Science Foundation (NSF) | |
| Office of Experimental Program to Stimulate Competitive Research | MRSEC DMR-9809686, EPS-9452895 |
Keywords
- Acyl
- Carboethoxy
- Cyclopentadienide
- Formyl
- Thallium
- Vilsmeier
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
- Materials Chemistry